(E)-methyl 2-(phenylsulfonyl)-4-methyl-6-<3-<1-(methoxycarbonyl)-2-((2-methoxyethoxy)methoxy)-4-methoxyphenyl>>-4-hexenoate

Base Information

• Chemical Name: (E)-methyl 2-(phenylsulfonyl)-4-methyl-6-<3-<1-(methoxycarbonyl)-2-((2-methoxyethoxy)methoxy)-4-methoxyphenyl>>-4-hexenoate
• CAS No.: 171827-00-2
• Molecular Formula: C₂₇H₃₄O₁₀S
• Molecular Weight: 550.627
• Mol file: 171827-00-2.mol

Synonyms:(E)-methyl 2-(phenylsulfonyl)-4-methyl-6-<3-<1-(methoxycarbonyl)-2-((2-methoxyethoxy)methoxy)-4-methoxyphenyl>>-4-hexenoate

Chemical Property of (E)-methyl 2-(phenylsulfonyl)-4-methyl-6-<3-<1-(methoxycarbonyl)-2-((2-methoxyethoxy)methoxy)-4-methoxyphenyl>>-4-hexenoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-methyl 2-(phenylsulfonyl)-4-methyl-6-<3-<1-(methoxycarbonyl)-2-((2-methoxyethoxy)methoxy)-4-methoxyphenyl>>-4-hexenoate

There total 8 articles about (E)-methyl 2-(phenylsulfonyl)-4-methyl-6-<3-<1-(methoxycarbonyl)-2-((2-methoxyethoxy)methoxy)-4-methoxyphenyl>>-4-hexenoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

methyl benzenesulfonylacetate (34097-60-4) + (E)-methyl 3-(4-bromo-3-methyl-2-butenyl)-4-methoxy-2-((2-methoxyethoxy)methoxy)benzoate (171826-97-4) → (E)-methyl 2-(phenylsulfonyl)-4-methyl-6-<3-<1-(methoxycarbonyl)-2-((2-methoxyethoxy)methoxy)-4-methoxyphenyl>>-4-hexenoate (171827-00-2)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) DMF, 15 min, 2.) DMF, 18 h;

DOI:10.1021/jm9501339

Reference yield:

Methyl 4-methoxy-2-(prop-2-enyloxy)benzoate (31456-95-8) → (E)-methyl 2-(phenylsulfonyl)-4-methyl-6-<3-<1-(methoxycarbonyl)-2-((2-methoxyethoxy)methoxy)-4-methoxyphenyl>>-4-hexenoate (171827-00-2)

Guidance literature:

Multi-step reaction with 7 steps

1: 99 percent / 3 h / 210 °C

2: 1.) O₃, MeOH, 2,) PPh₃ / 1.) CH₂Cl₂, -76 deg C, 30 min, 2.) CH₂Cl₂, MeOH, -76 deg C, 30 min

3: 89 percent / benzene / 28.5 h / Heating

4: 1.) NaH / 1.) THF, 0 deg C, 40 min, 2.) THF, a) 0 deg C, 15 min, b) 25 deg C, 25 h

5: 91 percent / NaBH₄ / methanol / 4.5 h

6: 85 percent / N,N-diisopropylethylamine, CBr₄, Ph₃P / CH₂Cl₂ / 19 h

7: 1.) NaH / 1.) DMF, 15 min, 2.) DMF, 18 h

With methanol; sodium tetrahydroborate; carbon tetrabromide; sodium hydride; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In methanol; dichloromethane; benzene;

DOI:10.1021/jm9501339

Reference yield:

methyl 3-allyl-2-hydroxy-4-methoxybenzoate (31457-00-8) → (E)-methyl 2-(phenylsulfonyl)-4-methyl-6-<3-<1-(methoxycarbonyl)-2-((2-methoxyethoxy)methoxy)-4-methoxyphenyl>>-4-hexenoate (171827-00-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) O₃, MeOH, 2,) PPh₃ / 1.) CH₂Cl₂, -76 deg C, 30 min, 2.) CH₂Cl₂, MeOH, -76 deg C, 30 min

2: 89 percent / benzene / 28.5 h / Heating

3: 1.) NaH / 1.) THF, 0 deg C, 40 min, 2.) THF, a) 0 deg C, 15 min, b) 25 deg C, 25 h

4: 91 percent / NaBH₄ / methanol / 4.5 h

5: 85 percent / N,N-diisopropylethylamine, CBr₄, Ph₃P / CH₂Cl₂ / 19 h

6: 1.) NaH / 1.) DMF, 15 min, 2.) DMF, 18 h

With methanol; sodium tetrahydroborate; carbon tetrabromide; sodium hydride; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In methanol; dichloromethane; benzene;

DOI:10.1021/jm9501339

upstream raw materials:

methyl benzenesulfonylacetate

(E)-methyl 3-(4-bromo-3-methyl-2-butenyl)-4-methoxy-2-((2-methoxyethoxy)methoxy)benzoate

Methyl 4-methoxy-2-(prop-2-enyloxy)benzoate

methyl 3-allyl-2-hydroxy-4-methoxybenzoate

Downstream raw materials:

3-((E)-5-Carboxy-3-methyl-pent-2-enyl)-4-methoxy-2-(2-methoxy-ethoxymethoxy)-benzoic acid methyl ester

(E)-6-[2-Hydroxy-3-(2-methanesulfinyl-acetyl)-6-methoxy-5-methyl-phenyl]-4-methyl-hex-4-enoic acid

(E)-6-[2-Hydroxy-3-(2-methanesulfinyl-acetyl)-6-methoxy-phenyl]-4-methyl-hex-4-enoic acid

3-((E)-5-Carboxy-3-methyl-pent-2-enyl)-2-hydroxy-4-methoxy-benzoic acid methyl ester